R5143

Rutin hydrate

≥94% (HPLC), powder

• Synonym(s): Quercetin-3-rutinoside hydrate, Vitamin P hydrate
• Empirical Formula (Hill Notation): C₂₇H₃₀O₁₆ · xH₂O
• CAS Number: 207671-50-9
• Molecular Weight: 610.52 (anhydrous basis)
• Beilstein/REAXYS Number: 75455
• EC Number: 205-814-1
• MDL number: MFCD01319140
• UNSPSC Code: 12352201
• PubChem Substance ID: 24899379
• NACRES: NA.25

Properties

• Quality Level: 200
• assay: ≥94% (HPLC)
• form: powder
• color: yellow to green
• mp: 195 °C (dec.) (lit.)
• solubility: pyridine: 50 mg/mL; DMSO: soluble; aqueous base: soluble
• application(s): metabolomics; vitamins, nutraceuticals, and natural products
• SMILES string: [H]O[H].O[C@H]1[C@H](OC[C@H]([C@H]2O)O[C@@H](OC(C3=O)=C(C4=CC=C(O)C(O)=C4)OC5=C3C(O)=CC(O)=C5)[C@H](O)[C@H]2O)O[C@H]([C@@H]([C@H]1O)O)C
• InChI: 1S/C27H30O16.H2O/c1-8-17(32)20(35)22(37)26(40-8)39-7-15-18(33)21(36)23(38)27(42-15)43-25-19(34)16-13(31)5-10(28)6-14(16)41-24(25)9-2-3-11(29)12(30)4-9;/h2-6,8,15,17-18,20-23,26-33,35-38H,7H2,1H3;1H2/t8-,15+,17-,18+,20+,21-,22+,23+,26+,27-;/m0./s1
• InChI key: PGHSKTKIQIBATG-ZAAWVBGYSA-N

Description

General description

Rutin hydrate has radioprotective and antiplatelet activity. Rutin reduces hepatic and blood cholesterol levels.

Application

Rutin hydrate has been used:

• as an inhibitory compound against Skeletonema costatum
• to analyze the phenolic component and antioxidant activity of nettle
• to assess the flavonoid content in Propolis

Biochem/physiol Actions

A polyphenolic flavonoid that acts as an antioxidant and NO scavenger. It can attenuate peroxide production in glial cells by acting as a free radical scavenger and protect renal cells from oxidative injury. Inclusion of rutin in the diet of rats significantly reduced the appearance of single-strand breaks in nuclear DNA caused by hepatocarcinogens aflatoxin B₁ and N-nitrosodiumethylamine. This protection from DNA damage was found to be due to a reduction in the induction of repair enzymes polymerase, DNA polymerase β and DNA ligase. Since DNA damage and inefficient repair are thought to initiate the process of carcinogenesis, effects of rutin on these functions suggests a protective role of this flavonoid against carcinogenesis induced by chemical carcinogens.

Safety Information

• wgk_germany: WGK 3
• flash_point_f: Not applicable
• flash_point_c: Not applicable
• ppe: dust mask type N95 (US), Eyeshields, Gloves